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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1022372Generated: October 30, 2026

Sodium Methoxide → 3-(2,5-Dimethyl-phenyl)-4-hydroxy-8-methoxy-1,8-diazaspiro[4.5]dec-3-en-2-one

https://huagongshe.com/reaction/1022372

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium MethoxideHCID 10942334—
ReactantMethyl 4-[2-(2,5-dimethyl-phenyl)acetylamino]-1-methoxy-piperidine-4-carboxylateHCID 44603928—
SolventDimethylformamideHCID 6228—
Product3-(2,5-Dimethyl-phenyl)-4-hydroxy-8-methoxy-1,8-diazaspiro[4.5]dec-3-en-2-oneHCID 54742246—

Reaction Conditions

Temperature60 °C

Reaction Steps

To 0.82 g of sodium methylate in 20 ml of DMF a solution of 4-[2-(2,5-dimethyl-phenyl)-acetylamino]-1-methoxy-piperidine-4-carboxylic acid methyl ester in 10 ml DMF is added at a temperature of 60° C. After stirring for 3 h at 60° C. the reaction mixture is evaporated. The residue is diluted with 10 ml water, neutralized with 10% hydrochloric acid and extracted with ethyl acetate. The organic phase is dried over sodium sulfate, filtered and evaporated to give 3-(2,5-dimethyl-phenyl)-4-hydroxy-8-methoxy-1,8-diaza-spiro[4.5]dec-3-en-2-one as a light brown resin. This material is triturated with diethyl ether/hexane, filtered and dried to afford a solid, mp: 176-177° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08722578B2
Source datasetuspto-grants-2014_05
ORD IDord-fa8fd640ca37408db49ed3078be72c23
Source noteuspto-grants-2014_05